2-Methylbenzenesulfonic acid → HCID 22768128, compound

HRID 1764414Notes

Reaction equation

HRID 1764414 reaction equation
[CH:1]([N:4]([CH2:9][CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12]C)[C:5](=[O:8])[CH2:6][Cl:7])([CH3:3])[CH3:2].C1(C)C(S(O)(=O)=O)=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH:1]([N:4]([CH2:9][CH:10]1[O:11][CH2:12][CH2:16][CH2:15][O:14]1)[C:5](=[O:8])[CH2:6][Cl:7])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 69252-Methylbenzenesulfonic acidHCID 10340Sodium CarbonateHCID 22768137HCID 22768137, compound

Product 1

HCID 22768128HCID 22768128, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Isopropyl-N-(2,2-diethoxyethyl)-α-chloroacetamide (10 grams), propandiol-1,3 (2.9 ml) and trace amounts of toluenesulfonic acid were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated until no more ethanol was given off. After this time sodium carbonate (1 gram) was added to the mixture with stirring and the resulting mixture was distilled to yield the desired product N-isopropyl-N-(1,3-dioxan-2-ylmethyl)-α-chloroacetamide having a boiling point of 165° C. at 1.0 mm of Hg pressure.

Workup

  1. additionwere charged into a glass reaction vessel
  2. customequipped with a mechanical stirrer
  3. temperaturethermometer and reflux condenser
  4. distillationthe resulting mixture was distilled

Sources & evidence

ORD record
ord-e184700f00514eccb8cf6574043b081f
Source dataset
uspto-grants-1978_09
Patent number
US04116670

Reaction notes

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